Prostate massagers?

My partner has shown some interest in trying prostate stimulation or "pegging", but I'm worried we'll buy a toy and he'll decide that the size is too much. Does anyone have a suggestion for prostate massagers or dildos that would be good for a guy's first time?

For pegging, we started with the Silk Medium. There's also the Silk Small if you want to start out smaller than that.

Most people will recommend starting with fingers first. We kinda skipped that step, but it's probably advisable if he hasn't done that already before investing in any toys. Especially before getting the harness and dildo set up. We started with prostate massagers and moved to pegging from there.

For pegging, we started with the Silk Medium. There's also the Silk Small if you want to start out smaller than that.

Most people will recommend starting with
...

My husband started with the Neo which is a smaller prostate massager.

For pegging, we started with the Silk Medium. There's also the Silk Small if you want to start out smaller than that.

Most people will recommend starting with fingers first. We kinda skipped that step, but it's probably advisable if he hasn't done that already before investing in any toys. Especially before getting the harness and dildo set up. We started with prostate massagers and moved to pegging from there.

I've been looking at the Bob Pleasure Object, because it's relatively small and simple, nothing intimidating about it at all. But I wonder if it might be better to have his first prostate massager be a vibrator instead of a dildo, or maybe something even simpler like a butt plug or probe, you know? I'm completely new to this myself.

I'd recommend the Euphoria Enhanced simply because it's easy to insert, not too scary looking and has a handle that allows for a little "exploration." A small dildo or probe is far more versatile, however, and will reach places a massager or plug just can't hit. The sensations aren't all in the prostate, after all.